Calvin Klein’s East Hampton estate lists for $165 million, with tennis court

Calvin Klein’s former East Hampton estate went back on the market at $165 million, and the private tennis court is part of what keeps the property in the rarefied lane of Hamptons trophy homes. Set between the Atlantic Ocean and Georgica Pond on 8.22 acres across two parcels, the seven-bedroom coastal retreat has more than 500 feet of ocean frontage and the kind of scale that lets a buyer host, train and disappear into the property without leaving home.

The estate’s pedigree runs deep. It was built in 1894 for Laura Brevoort Sedgwick James, expanded in 1935 by Juan Trippe and later bought by Calvin Klein and Kelly Rector Klein in 1981. The couple then worked with French architect Thierry Despont on a major modernization that kept the old Hamptons bones intact while updating the house for modern luxury living.

Inside the 8,865-square-foot main residence, the details are as much about atmosphere as size: a formal dining room, multiple fireplaces, custom millwork, imported French stone, a glass catwalk and a tower retreat. That mix of historic romance and high-design renovation is part of the draw for buyers who want an estate that feels established rather than newly assembled.

For tennis players in East Hampton, the court is not just another amenity tucked into the listing. On a property this large, it reads as part of the daily rhythm of the house, a place for private hitting sessions, doubles before dinner and the kind of on-site play that makes an estate feel self-contained. The listing also includes the last working boathouse on Georgica Pond and a vacant buildable oceanfront parcel, adding to the sense that the next owner would be buying a legacy compound, not simply a residence.

If the property sells near asking, it could challenge the Hamptons record for the region’s top sale in more than a decade. That is the level at which a tennis court stops being a line item and becomes part of the status of the address itself, one more signal that this East Hampton estate was built for a life lived entirely at home.